1-heptylcyclopentene

Base Information

• Chemical Name: 1-heptylcyclopentene
• CAS No.: 4292-00-6
• Molecular Formula: C₁₂H₂₂
• Molecular Weight: 166.307
• Mol file: 4292-00-6.mol

Synonyms:

Chemical Property of 1-heptylcyclopentene

Chemical Property:

• Vapor Pressure: 0.152mmHg at 25°C
• Boiling Point: 222.4°C at 760 mmHg
• Flash Point: 81.6°C
• Density: 0.831g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-heptylcyclopentene

There total 4 articles about 1-heptylcyclopentene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

cyclopent-1-enylmethyl chloride (58729-25-2) + n-hexylmagnesium bromide (3761-92-0) → (+)-(S)-1-hexyl-2-methylenecyclopentane (915137-70-1) + 1-n-heptylcyclopentene (4292-00-6)

Guidance literature:

cyclopent-1-enylmethyl chloride; With O,O'-(S)-(1,1'-dinaphthyl-2,2'-diyl)-N,N-di-(S,S)-[2-phenylethylphosphoramidite]; copper(I) thiophene-2-carboxylate; In dichloromethane; at 20 ℃; Inert atmosphere;

n-hexylmagnesium bromide; In diethyl ether; dichloromethane; at -78 ℃; for 8h; optical yield given as %ee; Inert atmosphere;

DOI:10.1002/adsc.200800086

Reference yield:

1-heptyl-cyclopentanol (20999-39-7) → 1-n-heptylcyclopentene (4292-00-6)

Guidance literature:

With iodine;

Reference yield:

cyclopentanone (120-92-3) → 1-n-heptylcyclopentene (4292-00-6)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether

2: P₂O₅ / benzene

With phosphorus pentoxide; In diethyl ether; benzene;

DOI:10.1139/v68-600

upstream raw materials:

1-heptyl-cyclopentanol

cyclopent-1-enylmethyl chloride

n-hexylmagnesium bromide

cyclopentanone

Downstream raw materials:

1,5-Bis-p-toluolsulfonylamino-dodecan

Refernces

• 1、 Falciola, Caroline A.,Tissot-Croset, Karine,Alexakis, Alexandre. "β-disubstituted allylic chlorides: Substrates for the Cu-catalyzed asymmetric SN2′ reaction". . p. 5995 - 5998. Retrieved 2007/10/03.